Women-Owned Business Trolley Tour in Downtown Highland Park, IL

Join us on May 7, 2026 at 4:00 PM (Central Time) for a fun hop-on, hop-off trolley tour exploring some awesome women-owned businesses in Downtown Highland Park. It’s a great chance to support local women entrepreneurs, discover unique shops, and enjoy a relaxed afternoon with friends. Don’t miss out on this cool community event! Collect special ribbons at each business you visit and trade them in at the afterparty for tickets to our free prize drawings!

Enjoy special promotions, giveaways, refreshments and a free prize drawing at Dayhouse Coworking, 2079-A Green Bay Road in Downtown Highland Park starting at 7pm.

Info: Come to the Registration & Check-in Tent near Walker Brothers in Port Clinton Square to pick up your boarding passport to begin the festivities. You must be 21 and be registered to participate in the event.

Info: Trolley will pick up and drop off at designated stops throughout Downtown Highland Park to make visiting more Women Owned Businesses easier and in less time. The more businesses you visit, the more ribbons you can collect. So hop on or off. Map of participating businesses will be given with your badge at registration tent.

Info: Come to Dayhouse Coworking at 2057-A Green Bay Road for the closing festivities of the Women-Owned Business Trolley Tour at the Afterparty, where you will trade in your ribbons for tickets for prizes. Food and refreshments will be served as you peruse the many donated gifts from participating businesses. Celebrate with these amazing women and enjoy the festivities.

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